PlantaeDB Logo
Login Sign-up

(1S,3R,5S,6R,8R,10S,12R,14R,15S,18R,19R,21R,22S,23R)-5,6,21,22-tetrahydroxy-8,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane-14-carbaldehyde

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 17beee2b-ee4d-4108-b80c-7fd70f4c1a0c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (1S,3R,5S,6R,8R,10S,12R,14R,15S,18R,19R,21R,22S,23R)-5,6,21,22-tetrahydroxy-8,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane-14-carbaldehyde
SMILES (Canonical) CC1CC(C2(C(O1)OC3CC4(C(CCC5C4CCC6(C5(C(CC6C7=CC(=O)OC7)O)O)C)CC3O2)C=O)O)O
SMILES (Isomeric) C[C@@H]1C[C@H]([C@]2([C@@H](O1)O[C@@H]3C[C@]4([C@@H](CC[C@@H]5[C@@H]4CC[C@]6([C@@]5([C@@H](C[C@@H]6C7=CC(=O)OC7)O)O)C)C[C@H]3O2)C=O)O)O
InChI InChI=1S/C29H40O10/c1-14-7-23(32)29(35)25(37-14)38-21-11-27(13-30)16(9-20(21)39-29)3-4-18-17(27)5-6-26(2)19(10-22(31)28(18,26)34)15-8-24(33)36-12-15/h8,13-14,16-23,25,31-32,34-35H,3-7,9-12H2,1-2H3/t14-,16+,17+,18-,19-,20-,21-,22-,23-,25+,26-,27-,28-,29+/m1/s1
InChI Key ZOYMNMNOTJGRKA-BEFXFXSTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H40O10
Molecular Weight 548.60 g/mol
Exact Mass 548.26214747 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 0.97
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,3R,5S,6R,8R,10S,12R,14R,15S,18R,19R,21R,22S,23R)-5,6,21,22-tetrahydroxy-8,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane-14-carbaldehyde

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9579 95.79%
Caco-2 - 0.8551 85.51%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8869 88.69%
OATP2B1 inhibitior - 0.7232 72.32%
OATP1B1 inhibitior + 0.8637 86.37%
OATP1B3 inhibitior + 0.9671 96.71%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7788 77.88%
P-glycoprotein inhibitior - 0.4629 46.29%
P-glycoprotein substrate + 0.7119 71.19%
CYP3A4 substrate + 0.7171 71.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8937 89.37%
CYP3A4 inhibition - 0.8610 86.10%
CYP2C9 inhibition - 0.9252 92.52%
CYP2C19 inhibition - 0.9437 94.37%
CYP2D6 inhibition - 0.9449 94.49%
CYP1A2 inhibition - 0.9258 92.58%
CYP2C8 inhibition + 0.5955 59.55%
CYP inhibitory promiscuity - 0.9762 97.62%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4705 47.05%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9417 94.17%
Skin irritation + 0.5652 56.52%
Skin corrosion - 0.9201 92.01%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7947 79.47%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.9007 90.07%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.7395 73.95%
Acute Oral Toxicity (c) I 0.8342 83.42%
Estrogen receptor binding + 0.8225 82.25%
Androgen receptor binding + 0.8074 80.74%
Thyroid receptor binding - 0.5144 51.44%
Glucocorticoid receptor binding + 0.6955 69.55%
Aromatase binding + 0.6805 68.05%
PPAR gamma + 0.6040 60.40%
Honey bee toxicity - 0.7183 71.83%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9840 98.40%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL1994 P08235 Mineralocorticoid receptor 96.59% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.36% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.96% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.54% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 93.42% 93.40%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.02% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.81% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.48% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.87% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.67% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.66% 86.33%
CHEMBL4208 P20618 Proteasome component C5 88.20% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.67% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.35% 99.23%
CHEMBL1871 P10275 Androgen Receptor 83.25% 96.43%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.18% 93.04%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.90% 94.80%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.36% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.27% 89.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.65% 90.24%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Asclepias linaria
Calotropis procera
Gomphocarpus fruticosus subsp. fruticosus

Cross-Links

Top
PubChem 101618772
LOTUS LTS0204838
wikiData Q104252182